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Madeira Beach Cottages

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    Travelers to Madeira Beach are booking February dates now. Secure your vacation rental today, and have the perfect trip.
    20 Matching Rentals in Madeira BeachView all 295 rentals
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    The Surf Cottage. Walk to Beach, Shops & Dining1 / 25
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Quaint and charming studio cottage by the beach1 / 23
    (8)Excellent
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    101 - Sea Cottage1 / 36
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Gulf Gardens Resort - 1 BR Cottage1 / 8
    (10)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Washer
    • Balcony
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Steps to the white sands of Madeira Beach! 1 BR/1 bath cottage with separate dining and living areas. Newly updated, completely furnished including linens and fully stocked kitchen..all you need are the groceries! Parking in front of your cottage. Private heated tropical pool, gazebo with...
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    Madeira Beach, Florida 33708
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Charming studio cottage at Gulf Gardens Resort in Madeira Beach1 / 4
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Parking
    • Washer
    • Grill
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    COME VISIT THE GEM OF MADEIRA BEACH, AND DISCOVER THE CHARM THAT HAS VISITORS COMING BACK FOR DECADES. Enjoy a quiet, tropical, old Florida feel that's a hard to find anywhere in Pinellas County. This property features lush landscaping and one of the largest, cleanest pools you'll find around....
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    Madeira Beach, Florida 33708
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    103 - Sea Cottage1 / 33
    (7)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 14, 2016
    Perfect for our quick getaway to the beach. Had everything we needed for the trip, and communication/response with the rental company was very quick (under 50 minutes). The...
    Reviewed October 24, 2015
    Great place to get away. The house was clean and had everything we needed. Less than 3 min walk to beach. You can walk to everything you need except grocery but that was 5 min...
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    About this property
    Renovated Two Bedroom Home Just Steps from the Beach In a fantastic location just off the beautiful beaches of Madeira, this totally renovated cottage is ready for your family vacation. The cottage is situated inside a safe and friendly neighborhood, and is directly across the street from the...
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    Location Information
    Madeira Beach, Florida 33708
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    6West Luxury Beach Cottage #11 / 18
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 7, 2018
    Everything was beyond my expectations. We had 4 rooms and all were fabulous. The decor was upbeat and the amenities were much more than we expected. We will be coming back again!
    Reviewed October 31, 2018
    We rented the entire property and spent four days at this wonderful location. We were celebrating dad’s 80th birthday with five families/twenty family members. The layout of the...
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    About this property
    This luxury boutique property with beach access features six cottages, all which are nestled around a beautiful heated pool. From the pool area you can sunbathe in our comfortable loungers, take a dip in the heated pool or enjoy drinks under the tiki hut. A very short stroll from our back gate...
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    Location Information
    Madeira Beach, Florida 33708
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    'Carson's Surf Shack'  Quaint! Cool! So Cute!  Old Florida Style Cottage!1 / 105
    (12)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Parking
    • Porch
    • Patio
    • Grill
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    This cottage is absolutely precious - love the layout - the amenities - the privacy - the size and so close to beach. you get a feel of 'old florida' with the decor and it...
    Reviewed August 19, 2018
    This quaint little surf cottage is located on Madeira beach with johns pass just down the road and just across from the beach this is the perfect little place to stay while away...
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    About this property
    We recently began renting this property in June 2016. Please look up Gulf Gardens Resort in Madeira Beach, FL on TripAdvisor for additional reviews! Our cozy cottage is perfect for the couple or the small family of 4! This is a small 1 bedroom/ 1 bath unit but features all of the comforts of...
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    Location Information
    Madeira Beach, Florida 33708
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Patio
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    These quaint authentic (built in 1940's)Key West style tiny cottages are cozy and very clean with 'Old Florida' charm, and have been completely renovated(will be finished December 2014) along with a saltwater pool and jacuzzi, outdoor bar/grills.The back yard is a very large fenced area (5000 sq....
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    Location Information
    Madeira Beach, Florida 33708
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The Sunshine Cottage. Walk to Beach, Shops, Dining1 / 11
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Grill
    • Central Heating
    • DVD Player
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 28, 2017
    I can't say enough about the Sunshine, Flamingo, Surf and Mermaid cottages!! Judy and Drake created a haven, a sort of oasis of privacy and comfort. We booked for 4 weeks and...
    Reviewed June 22, 2016
    The Surf Cottage, Sunshine Cottage, Flamingo Cottage and Mermaid Cottage were rented by my family June 11-18, 2016. We recently went with family (7 adults and 3 children); we...
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    About this property
    These quaint, authentic (built in 1940's)Key West 'Old Florida' cottages are cozy and very clean, and have been completely renovated (will be completed December 2014) along with a saltwater pool, jacuzzi, 2 outdoor bar/grills with seating on the fenced back yard compound (5000 sq. ft.). This tiny...
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    Location Information
    Madeira Beach, Florida 33708
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Balcony
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This quaint, authentic (built in 1940's) Key West style cottage is cozy and very clean with 'Old Florida' charm, and has been completely renovated along with a saltwater pool, Jacuzzi, outdoor bar/grills in the fenced back yard (~5000 sq. ft.). The tiny cottage sleeps 2 adults comfortably. There is...
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    Location Information
    Madeira Beach, Florida 33708
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    6West Luxury Beach Cottage #31 / 22
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Parking
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 23, 2018
    We loved the intimacy of 6West. The unit we rented had all top line features from the kitchen to the bedrooms. Looking forward to our next visit. Thanks for a great stay!
    Reviewed October 23, 2018
    It's extremely clean and has all the upgrades from appliances and beds to a beautiful custom shower. This cottage is very nicely decorated. It has it all! There is a stunning...
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    About this property
    This luxury boutique property with beach access features six cottages, all which are nestled around a beautiful heated pool. From the pool area you can sunbathe in our comfortable loungers, take a dip in the heated pool or enjoy drinks under the tiki hut. A very short stroll from our back gate...
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    Location Information
    Madeira Beach, Florida 33708
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    6West Luxury Beach Cottage #51 / 19
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Parking
    • DVD Player
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 9, 2018
    This was an amazing place to stay! Everything about it was perfect down to the decor! I love that it is so close to Johns Pass with all of the shops and restaurants close by...
    Reviewed September 15, 2018
    My wife and I stayed in 6west luxury beach cottage #5 over Labor Day weekend. Located gulf side, just steps away from the beach. The property has a secured private courtyard...
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    About this property
    This luxury boutique property with beach access features six cottages, all which are nestled around a beautiful heated pool. From the pool area you can sunbathe in our comfortable loungers, take a dip in the heated pool or enjoy drinks under the tiki hut. A very short stroll from our back gate...
    View all property information
    Location Information
    Madeira Beach, Florida 33708
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    6West Luxury Beach Cottage #21 / 18
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 26, 2018
    These cottages were amazing. We stayed in number two which had lots of space with bedroom, bath and a living area including a couch. We loved having a tiki hut at the pool and...
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    About this property
    This luxury boutique property with beach access features six cottages, all which are nestled around a beautiful heated pool. From the pool area you can sunbathe in our comfortable loungers, take a dip in the heated pool or enjoy drinks under the tiki hut. A very short stroll from our back gate...
    View all property information
    Location Information
    Madeira Beach, Florida 33708
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ready for a vacation?1 / 55
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Waterfront
    • Wi-Fi
    • Washer
    • Ocean Views
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 5, 2018
    The location is perfect for summer vacation. It is very close to the water and has all the qualities I look for every year in a beach rental.
    Reviewed April 3, 2018
    We go to a lot of beach locations with are children during the summer and this was by far the best we have stayed in. Cottage was very clean and all staff was very friendly. We...
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    About this property
    About the Resort: Gulf Gardens Resort is a community of 20 individually owned units located between Clearwater Beach & St. Pete Beach. Madeira Beach is in the center of miles of white sand beaches and offers easy access to many leisure & recreational activities. A beautiful location to watch the...
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    Location Information
    Madeira Beach, Florida 33708
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Grill
    • Waterfront
    • Patio
    • Parking
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    John's Pass-Time Beach Front Cottage 2 Bedroom/ 1 Bath Huge Deck & Outside Lounging Area Gorgeous White Sand Gulf Beach Steps to John's Pass (with countless Restaurants and Shops) Amazingly Beautiful Sunsets! Weekly rental required for holidays 4:00pm check in 10:00 check out Edgemont Key...
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    Location Information
    Madeira Beach, Florida 33708
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    6West Luxury Beach Cottage #41 / 22
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 30, 2018
    This was my second stay at 6 West and I loved it just as much as my first visit!!. I stayed in the 1 bedroom unit and was very happy with the amount of space I had - very...
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    About this property
    This luxury boutique property with beach access features six cottages, all which are nestled around a beautiful heated pool. From the pool area you can sunbathe in our comfortable loungers, take a dip in the heated pool or enjoy drinks under the tiki hut. A very short stroll from our back gate...
    View all property information
    Location Information
    Madeira Beach, Florida 33708
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    6West Beach Cottage Studio #01 / 19
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Parking
    • DVD Player
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 30, 2018
    We rented this unit and the adjoining unit 1. The rooms are great. Love the style. This little efficiency is perfect for a couple looking for a nice little place or as part...
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    About this property
    This luxury boutique property with beach access features six cottages, all which are nestled around a beautiful heated pool. From the pool area you can sunbathe in our comfortable loungers, take a dip in the heated pool or enjoy drinks under the tiki hut. A very short stroll from our back gate...
    View all property information
    Location Information
    Madeira Beach, Florida 33708
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • DVD Player
    • Parking
    • Internet Access
    • Terrace
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *TeemingVR presents SB705 or Sea Breeze 705 in Madeira Beach* *Reservation must fall within Sat-Sat window March through Easter* Unit 705 at the Sea Breeze Condominium is a lovely place for a vacation. Location, location, location are the key words for this attractive and updated condo. It is...
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    Location Information
    Madeira Beach, Florida 33708
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The unit has been renovated and much of it is brand new. The kitchen has a full sized refrigerator with an ice maker. There are two electric induction burners in the cabinet and cookware to use with those. In another cabinet, there is a coffee maker and a combination convection/toaster oven. The...
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    Location Information
    Madeira Beach, Florida 33708
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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